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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:42:01 UTC

Update Date

2021-09-26 23:18:07 UTC

HMDB ID

HMDB0260155

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid

Description

3,5-dihydroxy-7-{3-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. Based on a literature review very few articles have been published on 3,5-dihydroxy-7-{3-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (3r,5r)-7-[(1s,2r,3r,8s,8ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309122101422D          

 30 31  0  0  0  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 20 28  1  0  0  0  0
 15 29  1  0  0  0  0
 14 30  1  0  0  0  0
M  END

HMDB0260155
     RDKit          3D
(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3...
 66 67  0  0  0  0  0  0  0  0999 V2000
   -6.4803    3.3942    1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384    3.0402    1.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661    2.0285    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371    0.8036    0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5528    1.6759    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6339    2.2356    0.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820    0.7804   -0.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    0.4399   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365    0.9172   -2.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696   -0.0779   -3.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416   -1.3596   -3.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -1.8894   -1.9132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5968   -3.1890   -1.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236   -3.5593   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0298   -4.8965   -0.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080   -2.7796    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.2523   -1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2780   -1.3033   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -0.4716   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -0.6181    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1945    0.2599    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8497    1.5898    0.1278 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3929    0.0436    1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5043    0.9437    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401    0.6358   -0.7004 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7671    0.6868    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8495    1.5663    0.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240    2.3866    0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0918    1.4750    1.5983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307   -0.9913   -0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8649    2.9517    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1350    3.0028    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6607    4.4831    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6573    2.5493    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802    3.9664    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877    2.4040   -0.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7608    0.7059    2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2649   -0.1366    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7722    0.7991    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2198    1.0495   -0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    1.8189   -2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817    1.2227   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    0.2950   -4.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -2.0543   -4.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7176   -3.8856   -2.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063   -3.2636    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7379   -5.3364    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -3.1546    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -2.6790   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9614   -3.3373   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -4.3139   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961   -1.0266    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    0.5686   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -0.8948   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -0.3263    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -1.6443    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871   -0.0819   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.7456   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020   -1.0047    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565    0.3017    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086    2.0052    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5844    1.3260   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742    0.8718    2.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -0.3906    1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7238    2.2699    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -1.3219   -0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 18 30  1  0
 30  8  1  0
 30 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 25 62  1  0
 26 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
M  END


  Mrv1652309122101422D          

 30 31  0  0  0  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 22 27  1  0  0  0  0
 20 28  1  0  0  0  0
 15 29  1  0  0  0  0
 14 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0260155

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(C)C(=O)OC1CC=CC2=CC(O)C(C)C(CCC(O)CC(O)CC(O)=O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-7-5-6-15-10-19(26)14(3)18(22(15)20)9-8-16(24)11-17(25)12-21(27)28/h5-6,10,13-14,16-20,22,24-26H,4,7-9,11-12H2,1-3H3,(H,27,28)

> <INCHI_KEY>
HIZIJHNJVQOXLO-UHFFFAOYSA-N

> <FORMULA>
C23H36O7

> <MOLECULAR_WEIGHT>
424.534

> <EXACT_MASS>
424.246103499

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.5777127287985

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-7-{3-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid

> <ALOGPS_LOGP>
2.50

> <JCHEM_LOGP>
1.7978393563333341

> <ALOGPS_LOGS>
-3.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.890249283242106

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.169863200893162

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2661364001506668

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
113.56449999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,5-dihydroxy-7-{3-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260155
     RDKit          3D
(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3...
 66 67  0  0  0  0  0  0  0  0999 V2000
   -6.4803    3.3942    1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384    3.0402    1.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661    2.0285    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371    0.8036    0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5528    1.6759    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6339    2.2356    0.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820    0.7804   -0.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    0.4399   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365    0.9172   -2.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696   -0.0779   -3.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416   -1.3596   -3.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -1.8894   -1.9132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5968   -3.1890   -1.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236   -3.5593   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0298   -4.8965   -0.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080   -2.7796    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.2523   -1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2780   -1.3033   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -0.4716   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -0.6181    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1945    0.2599    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8497    1.5898    0.1278 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3929    0.0436    1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5043    0.9437    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401    0.6358   -0.7004 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7671    0.6868    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8495    1.5663    0.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240    2.3866    0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0918    1.4750    1.5983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307   -0.9913   -0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8649    2.9517    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1350    3.0028    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6607    4.4831    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6573    2.5493    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802    3.9664    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877    2.4040   -0.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7608    0.7059    2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2649   -0.1366    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7722    0.7991    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2198    1.0495   -0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    1.8189   -2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817    1.2227   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    0.2950   -4.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -2.0543   -4.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7176   -3.8856   -2.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063   -3.2636    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7379   -5.3364    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -3.1546    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -2.6790   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9614   -3.3373   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -4.3139   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961   -1.0266    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    0.5686   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -0.8948   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -0.3263    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -1.6443    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871   -0.0819   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.7456   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020   -1.0047    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565    0.3017    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086    2.0052    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5844    1.3260   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742    0.8718    2.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -0.3906    1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7238    2.2699    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -1.3219   -0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 18 30  1  0
 30  8  1  0
 30 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 19 54  1  0
 20 55  1  0
 20 56  1  0
 21 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  0
 25 62  1  0
 26 63  1  0
 26 64  1  0
 29 65  1  0
 30 66  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.337   3.080   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.003   0.770   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       9.336   0.770   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668   0.770   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   17                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   30                                                  
CONECT   15   14   16   29                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16    8   12                                                  
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27   22                                                            
CONECT   28   20                                                            
CONECT   29   15                                                            
CONECT   30   14                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   62    0
END

COMPND    HMDB0260155
HETATM    1  C1  UNL     1      -6.480   3.394   1.918  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.038   3.040   1.655  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.966   2.028   0.546  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.737   0.804   0.990  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.553   1.676   0.243  1.00  0.00           C  
HETATM    6  O1  UNL     1      -2.634   2.236   0.913  1.00  0.00           O  
HETATM    7  O2  UNL     1      -3.182   0.780  -0.721  1.00  0.00           O  
HETATM    8  C6  UNL     1      -1.814   0.440  -1.014  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.536   0.917  -2.400  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.870  -0.078  -3.446  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.942  -1.360  -3.241  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.685  -1.889  -1.913  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.597  -3.189  -1.681  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.324  -3.559  -0.249  1.00  0.00           C  
HETATM   15  O3  UNL     1      -1.030  -4.897  -0.126  1.00  0.00           O  
HETATM   16  C13 UNL     1      -0.008  -2.780   0.031  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.908  -3.252  -1.106  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.278  -1.303  -0.020  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.921  -0.472  -0.358  1.00  0.00           C  
HETATM   20  C17 UNL     1       2.035  -0.618   0.655  1.00  0.00           C  
HETATM   21  C18 UNL     1       3.194   0.260   0.212  1.00  0.00           C  
HETATM   22  O4  UNL     1       2.850   1.590   0.128  1.00  0.00           O  
HETATM   23  C19 UNL     1       4.393   0.044   1.110  1.00  0.00           C  
HETATM   24  C20 UNL     1       5.504   0.944   0.616  1.00  0.00           C  
HETATM   25  O5  UNL     1       5.840   0.636  -0.700  1.00  0.00           O  
HETATM   26  C21 UNL     1       6.767   0.687   1.444  1.00  0.00           C  
HETATM   27  C22 UNL     1       7.849   1.566   0.959  1.00  0.00           C  
HETATM   28  O6  UNL     1       7.724   2.387   0.013  1.00  0.00           O  
HETATM   29  O7  UNL     1       9.092   1.475   1.598  1.00  0.00           O  
HETATM   30  C23 UNL     1      -1.531  -0.991  -0.748  1.00  0.00           C  
HETATM   31  H1  UNL     1      -6.865   2.952   2.863  1.00  0.00           H  
HETATM   32  H2  UNL     1      -7.135   3.003   1.108  1.00  0.00           H  
HETATM   33  H3  UNL     1      -6.661   4.483   1.959  1.00  0.00           H  
HETATM   34  H4  UNL     1      -4.657   2.549   2.578  1.00  0.00           H  
HETATM   35  H5  UNL     1      -4.480   3.966   1.426  1.00  0.00           H  
HETATM   36  H6  UNL     1      -5.488   2.404  -0.374  1.00  0.00           H  
HETATM   37  H7  UNL     1      -5.761   0.706   2.097  1.00  0.00           H  
HETATM   38  H8  UNL     1      -5.265  -0.137   0.581  1.00  0.00           H  
HETATM   39  H9  UNL     1      -6.772   0.799   0.590  1.00  0.00           H  
HETATM   40  H10 UNL     1      -1.220   1.049  -0.307  1.00  0.00           H  
HETATM   41  H11 UNL     1      -2.149   1.819  -2.612  1.00  0.00           H  
HETATM   42  H12 UNL     1      -0.482   1.223  -2.551  1.00  0.00           H  
HETATM   43  H13 UNL     1      -2.063   0.295  -4.442  1.00  0.00           H  
HETATM   44  H14 UNL     1      -2.186  -2.054  -4.024  1.00  0.00           H  
HETATM   45  H15 UNL     1      -1.718  -3.886  -2.481  1.00  0.00           H  
HETATM   46  H16 UNL     1      -2.106  -3.264   0.441  1.00  0.00           H  
HETATM   47  H17 UNL     1      -1.738  -5.336   0.430  1.00  0.00           H  
HETATM   48  H18 UNL     1       0.368  -3.155   0.979  1.00  0.00           H  
HETATM   49  H19 UNL     1       0.727  -2.679  -2.027  1.00  0.00           H  
HETATM   50  H20 UNL     1       1.961  -3.337  -0.802  1.00  0.00           H  
HETATM   51  H21 UNL     1       0.625  -4.314  -1.388  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.496  -1.027   1.078  1.00  0.00           H  
HETATM   53  H23 UNL     1       0.712   0.569  -0.585  1.00  0.00           H  
HETATM   54  H24 UNL     1       1.352  -0.895  -1.315  1.00  0.00           H  
HETATM   55  H25 UNL     1       1.705  -0.326   1.675  1.00  0.00           H  
HETATM   56  H26 UNL     1       2.421  -1.644   0.749  1.00  0.00           H  
HETATM   57  H27 UNL     1       3.487  -0.082  -0.805  1.00  0.00           H  
HETATM   58  H28 UNL     1       2.442   1.746  -0.775  1.00  0.00           H  
HETATM   59  H29 UNL     1       4.702  -1.005   1.089  1.00  0.00           H  
HETATM   60  H30 UNL     1       4.156   0.302   2.158  1.00  0.00           H  
HETATM   61  H31 UNL     1       5.209   2.005   0.713  1.00  0.00           H  
HETATM   62  H32 UNL     1       5.584   1.326  -1.342  1.00  0.00           H  
HETATM   63  H33 UNL     1       6.574   0.872   2.531  1.00  0.00           H  
HETATM   64  H34 UNL     1       6.992  -0.391   1.331  1.00  0.00           H  
HETATM   65  H35 UNL     1       9.724   2.270   1.612  1.00  0.00           H  
HETATM   66  H36 UNL     1      -2.376  -1.322  -0.052  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4    5   36
CONECT    4   37   38   39
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   30   40
CONECT    9   10   41   42
CONECT   10   11   11   43
CONECT   11   12   44
CONECT   12   13   13   30
CONECT   13   14   45
CONECT   14   15   16   46
CONECT   15   47
CONECT   16   17   18   48
CONECT   17   49   50   51
CONECT   18   19   30   52
CONECT   19   20   53   54
CONECT   20   21   55   56
CONECT   21   22   23   57
CONECT   22   58
CONECT   23   24   59   60
CONECT   24   25   26   61
CONECT   25   62
CONECT   26   27   63   64
CONECT   27   28   28   29
CONECT   29   65
CONECT   30   66
END

HMDB0260155
     RDKit          3D
(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3...
 66 67  0  0  0  0  0  0  0  0999 V2000
   -6.4803    3.3942    1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0384    3.0402    1.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661    2.0285    0.5463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7371    0.8036    0.9900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5528    1.6759    0.2427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6339    2.2356    0.9134 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1820    0.7804   -0.7206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8143    0.4399   -1.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5365    0.9172   -2.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8696   -0.0779   -3.4459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9416   -1.3596   -3.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6847   -1.8894   -1.9132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5968   -3.1890   -1.6811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3236   -3.5593   -0.2485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0298   -4.8965   -0.1261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0080   -2.7796    0.0312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9084   -3.2523   -1.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2780   -1.3033   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9212   -0.4716   -0.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -0.6181    0.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1945    0.2599    0.2123 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8497    1.5898    0.1278 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3929    0.0436    1.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5043    0.9437    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8401    0.6358   -0.7004 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7671    0.6868    1.4438 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8495    1.5663    0.9590 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240    2.3866    0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0918    1.4750    1.5983 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307   -0.9913   -0.7476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8649    2.9517    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1350    3.0028    1.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6607    4.4831    1.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6573    2.5493    2.5784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4802    3.9664    1.4260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4877    2.4040   -0.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7608    0.7059    2.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2649   -0.1366    0.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7722    0.7991    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2198    1.0495   -0.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    1.8189   -2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817    1.2227   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0632    0.2950   -4.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1864   -2.0543   -4.0236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7176   -3.8856   -2.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1063   -3.2636    0.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7379   -5.3364    0.4303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3683   -3.1546    0.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -2.6790   -2.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9614   -3.3373   -0.8020 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6249   -4.3139   -1.3879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961   -1.0266    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7116    0.5686   -0.5852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3524   -0.8948   -1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7048   -0.3263    1.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -1.6443    0.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4871   -0.0819   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4425    1.7456   -0.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020   -1.0047    1.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565    0.3017    2.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086    2.0052    0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5844    1.3260   -1.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5742    0.8718    2.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -0.3906    1.3307 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7238    2.2699    1.6125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3757   -1.3219   -0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 18 30  1  0
 30  8  1  0
 30 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  4 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 11 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
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 20 56  1  0
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 26 64  1  0
 29 65  1  0
 30 66  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,5-Dihydroxy-7-{3-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl}heptanoate	Generator
(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoate	Generator

Chemical Formula

C₂₃H₃₆O₇

Average Molecular Weight

424.534

Monoisotopic Molecular Weight

424.246103499

IUPAC Name

3,5-dihydroxy-7-{3-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid

Traditional Name

3,5-dihydroxy-7-{3-hydroxy-2-methyl-8-[(2-methylbutanoyl)oxy]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl}heptanoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)OC1CC=CC2=CC(O)C(C)C(CCC(O)CC(O)CC(O)=O)C12

InChI Identifier

InChI=1S/C23H36O7/c1-4-13(2)23(29)30-20-7-5-6-15-10-19(26)14(3)18(22(15)20)9-8-16(24)11-17(25)12-21(27)28/h5-6,10,13-14,16-20,22,24-26H,4,7-9,11-12H2,1-3H3,(H,27,28)

InChI Key

HIZIJHNJVQOXLO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Fatty alcohol
Medium-chain hydroxy acid
Medium-chain fatty acid
Beta-hydroxy acid
Branched fatty acid
Hydroxy fatty acid
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.5	ALOGPS
logP	1.8	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.17	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	124.29 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	113.56 m³·mol⁻¹	ChemAxon
Polarizability	46.58 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	206.526	32859911
AllCCS	[M+H-H2O]+	204.421	32859911
AllCCS	[M+Na]+	209.006	32859911
AllCCS	[M+NH4]+	208.456	32859911
AllCCS	[M-H]-	201.88	32859911
AllCCS	[M+Na-2H]-	203.392	32859911
AllCCS	[M+HCOO]-	205.206	32859911
DeepCCS	[M-2H]-	237.324	30932474
DeepCCS	[M+Na]+	212.552	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid	CCC(C)C(=O)OC1CC=CC2=CC(O)C(C)C(CCC(O)CC(O)CC(O)=O)C12	4939.7	Standard polar	33892256
(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid	CCC(C)C(=O)OC1CC=CC2=CC(O)C(C)C(CCC(O)CC(O)CC(O)=O)C12	2968.0	Standard non polar	33892256
(3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid	CCC(C)C(=O)OC1CC=CC2=CC(O)C(C)C(CCC(O)CC(O)CC(O)=O)C12	3153.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9067500000-db9fa688536d3f211b0e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TMS_4_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26502890

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13224261

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid (HMDB0260155)

MOL for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

3D MOL for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

3D SDF for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

3D-SDF for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

PDB for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

3D PDB for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

SMILES for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

INCHI for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

Structure for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

3D Structure for HMDB0260155 ((3R,5R)-7-[(1S,2R,3R,8S,8Ar)-3-hydroxy-2-methyl-8-(2-methylbutanoyloxy)-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra